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Question: The most stable form of 1,2,3,4,5,6-Cyclohexanehexolcontains a six-membered ring in the chair conformation with all the substituents equatorial. Draw this most stable conformation of cyclohexanehexol

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01

Chair conformation

Chair conformation is the most stable conformation of cyclohexane, with one part puckered upward and another part puckered downward.

02

Axial and equatorial positions of cyclohexane

Axial bonds are directed vertically parallel to the axis of the ring, and the equatorial bonds are directed outward from the equator of the ring. As the carbon atoms are numbered in cyclohexane, it can be seen that the odd-numbered carbons have their upward bonds in the axial position and their downward bonds in an equatorial position. The even-numbered carbons have their downward bonds in the axial position and their upward bonds in an equatorial position.

03

Drawing the most stable conformation of 1,2,3,4,5,6-Cyclohexanehexol

All the groups in the most stable conformation are in an equatorial position.

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Most popular questions from this chapter

Construct a graph, similar to Figure 3-11, of the torsional energy of 3-methylpentanealong theC2โˆ’C3.PlaceC2in front, represented by three bonds coming together in a Y shape, andC3in back, represented by a circle with three bonds pointing out from it. Define the dihedral angle as the angle between the methyl group on the front carbon and ethyl group on the back carbon. Begin your graph at 00thedihedral angle and begin to turn the front carbon. Show the Newman projection and the approximate energy at each600of rotation. Indicate which conformations are the most stable (lowest energy) and the least stable (highest energy).

Which of the following structures represent the same compounds. Whichof the following compounds represents different ones.

(a)

(b)

(c)

Name the following alkane and haloalkane. When two or more are present list them in alphabetical order.

  1. There are 18 isomeric alkanes of molecular formula C8H18. Draw and name any eight of them.
  2. Draw and name the six isomeric cyclopentane of molecular formula C7H14. These will include four constitutional isomers, of which two show geometric (cis-trans) stereoisomerism.

Draw the two chair conformations of each compound, and label the substituents as axial and equatorial. In each case, determine which conformation is more stable.

(a)cis-1-ethyl-2-isopropylcyclohexane

(b)trans-1-ethyl-2-isopropylcyclohexane

(c)cis-1-ethyl-3-methylcyclohexane

(d)trans-1-ethyl-3-methylcyclohexane

(e)cis-1-ethyl-4-methylcyclohexane

(f)trans-1-ethyl-4-methylcyclohexane

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